Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Buggy Tour in Punta Cana with Stops at the Beach and a Cave St.Kitts See It All The Local Behind The Scenes Tour Of St. Kitts View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Private Sightseeing Tours have Hotel Pickup?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Buggy Tour in Punta Cana with Stops at the Beach and a Cave Private Catamaran Cruise with Slide & unlimited drinks View all Tours with Hotel Pickup →

Q: Got any more Caribbean trip ideas?

We sure do. Check out our curated lists of hand-picked Caribbean Tours. Top 10 Caribbean 2026 Senior-friendly tours Caribbean The best tours and activities for culture lovers in Caribbean Top Day Trips from Caribbean Things to do in Caribbean this summer View all Caribbean Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Caribbean?

Based on our sales data over the past year, the most popular styles of tours and activities in Caribbean are: Caribbean Luxury & Special Occasions Caribbean Luxury Tours Caribbean Tours & Sightseeing Caribbean Shore Excursions Caribbean Port Transfers View all tour styles in Caribbean →

Negril Tour guarantees the best and most anticipated tour journey, taking on some of the top destination spots such as Margaritaville and Ricks Cafe. Pearly …More

Lucea, Jamaica

4.8 (56)

Day Tour Negril Beach & Ricks Cafe

Negril Tour guarantees the best and most anticipated tour journey, taking on some of the top destination spots such as Margaritaville and Ricks Cafe. Pearly...

6 to 8 hours Hotel pickup offered Free Cancellation

4.8 (56)

from
$93

Explore Montego bay Jamaica toMartha Brae Rafting &Blue Hole Tour

This’s a CASHLESS AND HASSLE FREE DAY TOUR which allows you to think less about joining queue to used cash or cards payments, we give …More

Runaway Bay, Jamaica

5.0 (56)

Explore Montego bay Jamaica toMartha Brae Rafting &Blue Hole Tour

This’s a CASHLESS AND HASSLE FREE DAY TOUR which allows you to think less about joining queue to used cash or cards payments, we give...

8 hours Hotel pickup offered Free Cancellation

5.0 (56)

from
$254

Private 38' Defender Sportfishing/Swim with Pigs in Nassau

Welcome to our 38' Defender Express based out of Nassau, Bahamas. Here on this vessel we welcome you with open arms to Families and Kids. …More

5.0 (56)

Private 38' Defender Sportfishing/Swim with Pigs in Nassau

Welcome to our 38' Defender Express based out of Nassau, Bahamas. Here on this vessel we welcome you with open arms to Families and Kids....

4 hours

5.0 (56)

from
$900

Dunn's River Falls and Jamaica Sightseeing Private Tour

This tour will pick you up from your ship port or hotel. A knowledgeable tour guide will point out sights along the way and will offer flexibility …More

Falmouth, Jamaica

4.9 (55)

Dunn's River Falls and Jamaica Sightseeing Private Tour

This tour will pick you up from your ship port or hotel. A knowledgeable tour guide will point out sights along the way and will offer flexibility...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (55)

from
$86

Punta Cana: Private Half-Day Dominican Culture Tour

Step outside your resort and discover everyday life in the Dominican Republic on a private half-day tour for all ages. The journey is part of …More

Punta Cana, Dominican Republic

4.8 (55)

Punta Cana: Private Half-Day Dominican Culture Tour

Step outside your resort and discover everyday life in the Dominican Republic on a private half-day tour for all ages. The journey is part of...

4 to 5 hours Hotel pickup offered Free Cancellation

4.8 (55)

from
$39

Board a premium style speed boat for a private day charter around Anguilla! You can fully personalize your day and do exactly what you want. …More

4.9 (54)

Private Speed Boat Charter to Anguilla

Board a premium style speed boat for a private day charter around Anguilla! You can fully personalize your day and do exactly what you want....

7 hours Free Cancellation

4.9 (54)

from
$119

This tour includes the main points of interest, such as National Museum, Berkeley Memorial, Independence Square, old historical churches on the island, The Egrets Birds …More

4.8 (54)

Full Island Private Tour

This tour includes the main points of interest, such as National Museum, Berkeley Memorial, Independence Square, old historical churches on the island, The Egrets Birds...

3 to 4 hours Hotel pickup offered Free Cancellation

4.8 (54)

from
$60

Embark on a private guided scenic tour of Barbados, designed to showcase the island's stunning landscapes, rich culture, and historical landmarks. This tour is ideal …More

4.9 (54)

Barbados: Private Guided Scenic Tour

Embark on a private guided scenic tour of Barbados, designed to showcase the island's stunning landscapes, rich culture, and historical landmarks. This tour is ideal...

5 hours Hotel pickup offered Free Cancellation

4.9 (54)

from
$405

Private Aruba Jeep Adventure|Custom Island Tour with Local Guide

Experience Aruba in comfort and style with a private Jeep tour designed just for you and your group. This personalized adventure allows you to explore …More

Palm - Eagle Beach, Aruba

5.0 (54)

Private Aruba Jeep Adventure|Custom Island Tour with Local Guide

Experience Aruba in comfort and style with a private Jeep tour designed just for you and your group. This personalized adventure allows you to explore...

4 hours Hotel pickup offered Free Cancellation

5.0 (54)

from
$500

The Best of Puerto Rico Private Day Tour

How much of Puerto Rico can you see on one day? Quite a lot. Puerto Rico is small, and has good infrastructure (roads) so is …More

5.0 (53)

The Best of Puerto Rico Private Day Tour

How much of Puerto Rico can you see on one day? Quite a lot. Puerto Rico is small, and has good infrastructure (roads) so is...

7 hours Hotel pickup offered Free Cancellation

5.0 (53)

from
$168

Aguadilla UTV Off-Road Tour to Faro Ruins!

All our tours are driven by experienced tour guides who ensure a safe and unforgettable adventure or you have the option of doing a Convoy …More

Rincón, Puerto Rico

5.0 (53)

Aguadilla UTV Off-Road Tour to Faro Ruins!

All our tours are driven by experienced tour guides who ensure a safe and unforgettable adventure or you have the option of doing a Convoy...

2 hours Free Cancellation

5.0 (53)

from
$390

Private Tour From Ocho Rios To Blue Hole Secret Falls and Shopping

WELCOME TO TOUR JAMAICA TODAY. The Blue Hole is a secluded area located in the hills of Ocho Rios, Jamaica. It is not commercialized in …More

Ocho Rios, Jamaica

5.0 (53)

Private Tour From Ocho Rios To Blue Hole Secret Falls and Shopping

WELCOME TO TOUR JAMAICA TODAY. The Blue Hole is a secluded area located in the hills of Ocho Rios, Jamaica. It is not commercialized in...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (53)

from
$75

Private Half Day Tour in Dominican Republic with Local Guide

Get to know the architecture and customs of Higüey with this excursion from Punta Cana. You will also discover how tobacco is grown by visiting …More

5.0 (52)

Private Half Day Tour in Dominican Republic with Local Guide

Get to know the architecture and customs of Higüey with this excursion from Punta Cana. You will also discover how tobacco is grown by visiting...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (52)

from
$50

Luxury Catamaran Private Charter in St. Maarten/St. Martin

Get the mega yacht experience aboard 42ft of pure luxury. Freedom, our brand-new 2022 Lagoon 42 is a custom-made sailing catamaran appointed with all the …More

5.0 (52)

Luxury Catamaran Private Charter in St. Maarten/St. Martin

Get the mega yacht experience aboard 42ft of pure luxury. Freedom, our brand-new 2022 Lagoon 42 is a custom-made sailing catamaran appointed with all the...

7 hours 30 minutes Free Cancellation

5.0 (52)

from
$330

4 hour Private Boat charter to Stingray City, Snorkeling and More

Avoid the crowds and join us on your own private boat with an experienced crew for an adventure of a lifetime! Enjoy an exciting one-on-one …More

Grand Cayman, Cayman Islands

5.0 (52)

4 hour Private Boat charter to Stingray City, Snorkeling and More

Avoid the crowds and join us on your own private boat with an experienced crew for an adventure of a lifetime! Enjoy an exciting one-on-one...

4 hours 5 minutes Hotel pickup offered Free Cancellation

5.0 (52)

from
$1,000

This tour is specifically designed for persons who visit St Lucia on a Cruise Ship with a day or so to explore the island. Visit …More

4.9 (52)

St Lucia Cruise Ship Excursion

This tour is specifically designed for persons who visit St Lucia on a Cruise Ship with a day or so to explore the island. Visit...

5 to 6 hours Free Cancellation

4.9 (52)

from
$65

Tour your way and at your pace! Avoid long shared bus lines and having to wait on other tour participants. You decide ultimately how long …More

Nassau, Bahamas

4.9 (52)

Private Guided Island Tour in Nassau Bahamas -Free Wifi & Drinks

Tour your way and at your pace! Avoid long shared bus lines and having to wait on other tour participants. You decide ultimately how long...

3 hours Hotel pickup offered Free Cancellation

4.9 (52)

from
$460

Private Snorkeling, Sunset & Bioluminiscent Bay Swim Boat Tour

Mystic Waters Under the Sun & Stars is the most intimate and cinematic way to interact with nature, an experience unlike any other in Puerto …More

4.9 (52)

Private Snorkeling, Sunset & Bioluminiscent Bay Swim Boat Tour

Mystic Waters Under the Sun & Stars is the most intimate and cinematic way to interact with nature, an experience unlike any other in Puerto...

9 hours Free Cancellation

4.9 (52)

from
$400

Private Montego Bay Highlight Tour with Local Guide

The customizable Montego Bay Highlight Tour offered by our company is a truly unique and enticing opportunity for travelers seeking a comprehensive and tailored experience. …More

Montego Bay, Jamaica

4.8 (52)

Private Montego Bay Highlight Tour with Local Guide

The customizable Montego Bay Highlight Tour offered by our company is a truly unique and enticing opportunity for travelers seeking a comprehensive and tailored experience....

3 to 6 hours Hotel pickup offered Free Cancellation

4.8 (52)

from
$40

St Maarten/St Martin Private Island Tour

Discover the Best of St. Maarten on a Private Island Tour! Experience the beauty, culture, and charm of the Friendly Island with an unforgettable 3-hour …More

4.8 (52)

St Maarten/St Martin Private Island Tour

Discover the Best of St. Maarten on a Private Island Tour! Experience the beauty, culture, and charm of the Friendly Island with an unforgettable 3-hour...

3 hours Hotel pickup offered Free Cancellation

4.8 (52)

from
$45

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Caribbean Private Sightseeing Tours?

What are the best kid-friendly options for Caribbean Private Sightseeing Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Private Sightseeing Tours are:

View all kid-friendly Tours →

Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Which Caribbean Private Sightseeing Tours have Free Cancellation?

Caribbean Private Sightseeing Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Caribbean Private Sightseeing Tours have Hotel Pickup?

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?